Boston Vacation Packages 2026 from $363

Boston flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Americas Best Value Inn Pittsburgh Airport

$363

per person

Oct 31 - Nov 3

found 19 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Pittsburgh (PIT)

This motel doesn't skimp on freebies - guests receive free continental breakfast, free self parking, and a free airport shuttle. Traveling on business? Take advantage of the business center and free WiFi in public areas. A picnic area, a computer station, and dry cleaning are also on offer.

Stay Pittsburgh

Downtown Pittsburgh

Save 100% on your flight

$626

per person

Oct 31 - Nov 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Pittsburgh (PIT)

Free WiFi in public areas, express check-in, and express check-out are available at this aparthotel. Luggage storage, laundry facilities, and a virtual front desk are also on offer.

The Westin Pittsburgh, a Marriott Hotel

Downtown Pittsburgh

Save 100% on your flight

$770

per person

Oct 31 - Nov 3

found 19 hours ago

Roundtrip flight included

Boston (BOS) to Pittsburgh (PIT)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the steam room and perks like free WiFi. Valet parking, a 24-hour business center, and a coffee shop are also offered.

TRYP by Wyndham Pittsburgh/Lawrenceville

Lawrenceville

$530

per person

Oct 31 - Nov 3

found 19 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Pittsburgh (PIT)

This smoke-free hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the a rooftop terrace and conveniences like a 24-hour front desk and wedding services.

Crowne Plaza Suites Pittsburgh South by IHG

$516

per person

Oct 31 - Nov 3

found 19 hours ago

Roundtrip flight included

Boston (BOS) to Pittsburgh (PIT)

This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free parking, a terrace, and a snack bar/deli are also offered.

Top Boston hotels deals

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA

Free Cancellation

Reserve now, pay when you stay

$134 nightly

$153 total

Aug 30 - Aug 31

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a gym on site, and a 24-hour front desk and express check-out are also provided.

Omni William Penn Hotel

530 William Penn Place Pittsburgh PA

Free Cancellation

Reserve now, pay when you stay

$229 nightly

$261 total

Aug 30 - Aug 31

Total with taxes and fees

This smoke-free hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, limo/town car service, and a computer station are also on offer.

Pet friendly

Free WiFi

The Landing Hotel at Rivers Casino

757 Casino Dr Pittsburgh PA

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$135 total

Sep 7 - Sep 8

Total with taxes and fees

A casino, 5 restaurants, and a gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas and free valet parking. Relax with a drink at one of the 4 bars/lounges and enjoy free perks like continental breakfast and free self parking.

Breakfast included

Parking included

DoubleTree by Hilton Pittsburgh - Green Tree

500 Mansfield Avenue Pittsburgh PA

Free Cancellation

Reserve now, pay when you stay

$97 nightly

$110 total

Sep 8 - Sep 9

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. Free parking, a 24-hour business center, and a coffee shop are also offered.

Pittsburgh Marriott City Center

112 Washington Pl Pittsburgh PA

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$144 total

Aug 30 - Aug 31

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, a grocery/convenience store, and a lobby fireplace are also offered.

Joinery Hotel Pittsburgh, Curio Collection by Hilton

453 Boulevard of the Allies Pittsburgh PA

Free Cancellation

Reserve now, pay when you stay

$117 nightly

$134 total

Aug 30 - Aug 31

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and valet parking. A terrace, a snack bar/deli, and luggage storage are also on offer.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Boston attractions

Northeast Paddleboard Company

Take the family on an outing to Northeast Paddleboard Company during your trip to Boston. Amble around the area's riverfront or attend a sporting event.

See properties

Frequently asked questions

How much are vacation packages to Boston?

Your vacation dreams can be realized in Boston for as low as $363. Our vacation packages include flights and hotels, and they'll make your booking a breeze. The only thing you'll have to worry about is having an incredible time.

Where can I get the best vacation package deals for Boston?

There are terrific Boston package deals to be snapped up with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties in all corners of the globe? Remember this when you're ready to tick another place off your bucket list.

Why should I book my Boston vacation package via Travelocity?

By booking your hotel, flights, activities and car rental all in one place, you'll save both time and money. All our bookings come with an expert team of customer service specialists available 24/7, and you'll know that you're always getting the best deal possible with our Price Match Guarantee. So, what are you waiting for? Book the vacation of your dreams today and start packing!

Will I save money on my Boston car rental if I combine it with my hotel or flight?

You most certainly can — bundle your hotel, flight and car into a Boston vacation package and you can save a ton. With so much to discover in Boston, that set of wheels will make exploring easy. Once you're behind the wheel, put the stereo on and head toward Geneva State Park, a top attraction approximately 120 mi from Boston.

Which airport is best for Boston?

For many visitors, a stay in Boston means stepping off the plane at Pittsburgh Intl. Airport (PIT). This busy airport is 25 mi northwest of the downtown area. You could also opt to fly into Morgantown Municipal Airport (MGW) (45 mi away from central Boston) or John Murtha Johnstown - Cambria County Airport (JST) (50 mi away from central Boston).

What is there to do in Boston?

Enjoy some great photo opportunities at Northeast Paddleboard Company, one of the most renowned attractions in Boston. There's so much more to discover in this exciting city, so make sure you have enough time to experience some of its lesser-known gems.